Isolation and Synthesis of Laxaphycin B-Type Peptides: A Case Study and Clues to Their Biosynthesis
The laxaphyci’s B family constitutes a group of five related cyclic lipopeptides isolated from diverse cyanobacteria from all around the world. This group shares a typical structure of 12 amino acids from the l and d series, some of them hydroxylated at the beta position, and all containing a rare...
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| Format: | Article |
| Language: | English |
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MDPI AG
2015-12-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/13/12/7065 |
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| author | Louis Bornancin France Boyaud Zahia Mahiout Isabelle Bonnard Suzanne C. Mills Bernard Banaigs Nicolas Inguimbert |
| author_facet | Louis Bornancin France Boyaud Zahia Mahiout Isabelle Bonnard Suzanne C. Mills Bernard Banaigs Nicolas Inguimbert |
| author_sort | Louis Bornancin |
| collection | DOAJ |
| description | The laxaphyci’s B family constitutes a group of five related cyclic lipopeptides isolated from diverse cyanobacteria from all around the world. This group shares a typical structure of 12 amino acids from the l and d series, some of them hydroxylated at the beta position, and all containing a rare beta-amino decanoic acid. Nevertheless, they can be differentiated due to slight variations in the composition of their amino acids, but the configuration of their alpha carbon remains conserved. Here, we provide the synthesis and characterization of new laxaphycin B-type peptides. In doing so we discuss how the synthesis of laxaphycin B and analogues was developed. We also isolate minor acyclic laxaphycins B, which are considered clues to their biosynthesis. |
| first_indexed | 2024-04-11T14:12:06Z |
| format | Article |
| id | doaj.art-0ebf29847e604abc90722ef139cd51ef |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-11T14:12:06Z |
| publishDate | 2015-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-0ebf29847e604abc90722ef139cd51ef2022-12-22T04:19:41ZengMDPI AGMarine Drugs1660-33972015-12-0113127285730010.3390/md13127065md13127065Isolation and Synthesis of Laxaphycin B-Type Peptides: A Case Study and Clues to Their BiosynthesisLouis Bornancin0France Boyaud1Zahia Mahiout2Isabelle Bonnard3Suzanne C. Mills4Bernard Banaigs5Nicolas Inguimbert6Centre de Recherche Insulaire et Observatoire de l’Environnement (CRIOBE), USR 3278 EPHE-CNRS-UPVD, Université de Perpignan Via Domitia, 58 avenue P. Alduy, 66860 Perpignan, FranceCentre de Recherche Insulaire et Observatoire de l’Environnement (CRIOBE), USR 3278 EPHE-CNRS-UPVD, Université de Perpignan Via Domitia, 58 avenue P. Alduy, 66860 Perpignan, FranceCentre de Recherche Insulaire et Observatoire de l’Environnement (CRIOBE), USR 3278 EPHE-CNRS-UPVD, Université de Perpignan Via Domitia, 58 avenue P. Alduy, 66860 Perpignan, FranceCentre de Recherche Insulaire et Observatoire de l’Environnement (CRIOBE), USR 3278 EPHE-CNRS-UPVD, Université de Perpignan Via Domitia, 58 avenue P. Alduy, 66860 Perpignan, FranceCentre de Recherche Insulaire et Observatoire de l’Environnement (CRIOBE), USR 3278 EPHE-CNRS-UPVD, BP 1013 Papetoai, Moorea, French Polynesia, FranceCentre de Recherche Insulaire et Observatoire de l’Environnement (CRIOBE), USR 3278 EPHE-CNRS-UPVD, Université de Perpignan Via Domitia, 58 avenue P. Alduy, 66860 Perpignan, FranceCentre de Recherche Insulaire et Observatoire de l’Environnement (CRIOBE), USR 3278 EPHE-CNRS-UPVD, Université de Perpignan Via Domitia, 58 avenue P. Alduy, 66860 Perpignan, FranceThe laxaphyci’s B family constitutes a group of five related cyclic lipopeptides isolated from diverse cyanobacteria from all around the world. This group shares a typical structure of 12 amino acids from the l and d series, some of them hydroxylated at the beta position, and all containing a rare beta-amino decanoic acid. Nevertheless, they can be differentiated due to slight variations in the composition of their amino acids, but the configuration of their alpha carbon remains conserved. Here, we provide the synthesis and characterization of new laxaphycin B-type peptides. In doing so we discuss how the synthesis of laxaphycin B and analogues was developed. We also isolate minor acyclic laxaphycins B, which are considered clues to their biosynthesis.http://www.mdpi.com/1660-3397/13/12/7065non ribosomal peptidescyclic lipopeptidesolid phase peptide synthesisAnabaenaLyngbya |
| spellingShingle | Louis Bornancin France Boyaud Zahia Mahiout Isabelle Bonnard Suzanne C. Mills Bernard Banaigs Nicolas Inguimbert Isolation and Synthesis of Laxaphycin B-Type Peptides: A Case Study and Clues to Their Biosynthesis Marine Drugs non ribosomal peptides cyclic lipopeptide solid phase peptide synthesis Anabaena Lyngbya |
| title | Isolation and Synthesis of Laxaphycin B-Type Peptides: A Case Study and Clues to Their Biosynthesis |
| title_full | Isolation and Synthesis of Laxaphycin B-Type Peptides: A Case Study and Clues to Their Biosynthesis |
| title_fullStr | Isolation and Synthesis of Laxaphycin B-Type Peptides: A Case Study and Clues to Their Biosynthesis |
| title_full_unstemmed | Isolation and Synthesis of Laxaphycin B-Type Peptides: A Case Study and Clues to Their Biosynthesis |
| title_short | Isolation and Synthesis of Laxaphycin B-Type Peptides: A Case Study and Clues to Their Biosynthesis |
| title_sort | isolation and synthesis of laxaphycin b type peptides a case study and clues to their biosynthesis |
| topic | non ribosomal peptides cyclic lipopeptide solid phase peptide synthesis Anabaena Lyngbya |
| url | http://www.mdpi.com/1660-3397/13/12/7065 |
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